The Berkshires Romantic Holidays
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Shaker Mill Inn
2 Oak Street, West Stockbridge, MA
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II ...
9.6/10 Exceptional! (389 reviews)
"Well appointed room w lots of amenities. Good parking, friendly staff, easy check-in :)"
Reviewed on 29 Jul 2025
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,912 reviews)
"My husband and I stayed here for the last section of our vacation. The property was excellent-very clean & very quiet. Only thing was all parking was on gravel and on an angle so hard to find a safe spot for our motorcycle."
Reviewed on 29 Jul 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (839 reviews)
Couples like: on-site spa services, bar, winery tours
Travellers say...
"We had reserved a room with tub on Expedia. When we arrived they had reserved a room with shower. To get a room with tub they kept us waiting for 15 minutes and then charged us more than our Expedia price"
Reviewed on 30 Jul 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.